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Synthesis of aminocyclopentanols: alpha-D-galacto configured sugar mimics.

Organic & biomolecular chemistry (2005-04-29)
Marie Bøjstrup, Inge Lundt
RÉSUMÉ

Four aminocyclopentanols, as mimics of putative intermediates in the hydrolysis of alpha-d-galactosides, have been synthesized through a number of stereoselective transformations using the cis-fused cyclopentane-1,4-lactone (1R, 5S, 7R, 8R)-7,8-dihydroxy-2-oxabicyclo[3.3.0]oct-3-one as a chiral building block. The compounds were tested towards various glycosidases but showed no anomer selectivity in the inhibition of alpha- and beta-galactosidases.

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Sigma-Aldrich
Cyclopentanol, 99%